Bluish-red azo dye.



.1901) is combined with a solution of 518 UNITED STATES PATENT ornrcn.

OSCAR GUNTHER, OF ELBERFELD, GERMANY, ASSIGNOR TO FARBENFABBIKEN VORM.FRTEDR. BAYER & 00., OF ELBERFELD, GERMANY, A CORPORATION OF GERMANY.

BLUISH-BED AZO DYE.

No Drawing.

Specification of Letters Patent.

Application filed July 18, 1911.

Patented Nov. 28, 1911.

Serial No. 639,124.

My invention relates to the manufacture and production of new azo dyeswhich dye cotton from red to violet-red shades fast to light. Theprocess for their production consists in combining the tetrazo compoundof para paradiaminodiphenylurca metaineta-disulfonic acid:

soar son:

in acid or neutral solution with one molecule of a beta-naphthylaminsulfonic acid cule of a EZ-amino-8-naphthol6-sulfonic acid compound:compound /NH-R CloH SOaH (R ishydrogen which may be replaced by asubstituent e. g.

(3:11 which may be replaced by an alkyl 6. g. -OH O H,, -CH .-.C H etc.)The diazotized urea compound can also be combined with two molecules ofthe same or of two different beta-naphthylamin sulfonic acid compoundsabove mentioned. The ordeglin whiclfii thehcombination is carried *1 outoes not a cot t e result.

H COIL The new azo dyes having most probably etc.) as one component andwith one molethe formula:

SO H S0311 (X is hydrogen which may be replaced by OH; R is hydrogenwhich may be replaced by a substituent e. 9. alkyl, aryl, etc.) areafter being dried and pulverized in the shape o'f their alkaline saltsdark powders soluble'in Water; yielding upon reduction with stannouschlorid and hydrochloric acid para-para-diaminodiphenylurea-metameta'disulfonic acid which is further split up into GO, andpara-phcnylenediaminsultonic acid and a diaminonaphthalene sulfonic acidcompound.

In order to illustrate the new process more fully the following exampleis given, the parts being by weight :The tetrazo compound obtained frome02 parts of parapara diaminodiphenylurea-meta meta-disulfonic acid (seeUnited States Letters Patent No. 687171, dated November 19,

is salted out with common salt, filtered otf and dried. It is afterbeing dried and pulverized in the shape of its sodium salt a brownpowder soluble in concentrated sulfuric acid' with a red coloration;yielding upon reduction with stannous chlorid and hydrochloric acid 1amino 2 methylaminonaphthalene-7 -sulfonic acid and paraparadiaminodiphenylurea-meta-meta disulfonic acid which is further split upinto CO and para phenylenediamin sulfonic acid. It dyes cotton a"bluish-red fast to light.

I claim 1. The herein described new azo dyes ob tainable from2-amino-8-haphthol-fi-sulfonic acid, sult'o acids ofdiaminodiphenylureas and betanaphthylaminosulfonic acids which are afterbeing dried and pulverized in the shape of their alkaline salts darkpowders soluble in water: yielding upon reduction with stannous chloridand hydrochloric acid para para -diaminodiphenylurea metaparts of thesodium salt of betaincthylaminonaphthalene-7-sultonic acid by cautiouslyadding sodium carbonate. The dye n1eta-disu1fonic acid which is furthersplit from red to violet-red shades fast to light, 5

up into CO and para-phenylenediaminsubstantially as described.

sulfonic acid and a diaminonaphthalene sulfonic acid compound and dyeingcotton which is after being dried and pulverized iu the shape of itssodium salt a brown powder soluble in concentrated sulfuric acid with a.red coloration; yielding ,upon reduction with stanlious chlorid andhydrochloric acid 1-amino-Q-mcthylaminonaphthalcn-T-sulfonic acid,para-para-diami nodiphenylurea meta-meta-disulfonic acid which isfurther split up into CO and paraphenylenediamin-sulfonic acid; anddyeing 2. The herein described new dyestuif having most probably theformula:

OH: I

cotton a bluish-red fast to light, substantially as described.

In testimony whereof I have hereunto set my hand in he presence of twosubscribing Witnesses.

OSCAR GUNTHER 1 s.]

Witnesses ALFRED HENKEL, ALBERT T. NUFER.

